Benzylamine → N-Benzyl-3-(5-fluoro-1-methyl-1H-indol-3-yl)-cyclopentylamine

HRID 1072449Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1072449
[F:1][C:2]1[CH:3]=[C:4]2[C:8](=[CH:9][CH:10]=1)[N:7]([CH3:11])[CH:6]=[C:5]2[CH:12]1[CH2:16][CH2:15][C:14](=O)[CH2:13]1.[CH2:18]([NH2:25])[C:19]1[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=1>>[CH2:18]([NH:25][CH:14]1[CH2:15][CH2:16][CH:12]([C:5]2[C:4]3[C:8](=[CH:9][CH:10]=[C:2]([F:1])[CH:3]=3)[N:7]([CH3:11])[CH:6]=2)[CH2:13]1)[C:19]1[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=1

Komponenten

3

Edukt 2

HCID 7504BenzylamineHCID 221491463-(5-fluoro-1-methyl-1H-indol-3-yl)cyclopentanone

Produkt 1

HCID 22149139N-Benzyl-3-(5-fluoro-1-methyl-1H-indol-3-yl)-cyclopentylamineAusbeute 101,6 %

Versuchsvorschrift

This compound was prepared in the same manner as for Intermediate 17, using 3-(5-fluoro-1-methyl-1H-indol-3-yl)-cyclopentanone (1.25 g, 5.19 mmol) and benzylamine (0.66 g, 6.2 mmol) to afford 1.7 g of the desired product as a mixture of cis and trans isomers. Flash chromatography on silica gel (3% 2 M NH3 in methanol/ethyl acetate) afforded 0.4 g (23%) of the cis isomer and 0.45 g (27%) of the trans isomer.

Quellen und Nachweise

ORD-Eintrag
ord-914f537fefb9462dbb855e0b651fb2ae
Quelldatensatz
uspto-grants-2005_06
Patentnummer
US06911445B2

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